When it’s sweater weather and there’s a chill in the air, there’s only one place to go for proper enjoyment: a cabin rental in the midst of all that stunning fall foliage. The good news is that you don’t have to travel far from Milwaukee to experience this.
Here are five top cabin rentals on Airbnb that are literally surrounded by the trees, so all you have to do is peek out the window or take a short stroll outside to witness the season’s beauty. You may need to act quickly, as availability for this fall may vary.

Lakeside Cottage on the Bluff
ELLISON BAY | $461+ PER NIGHT (2-NIGHT MINIMUM) | UP TO 4 GUESTS
One of Wisconsin’s most beloved roads for leaf peeping – the northern tip of Highway 42 – is just down the road from this one-bedroom cottage (called Nordcliff Cottage, adorned in minimalist-chic design, with plenty of room to spread out) perched above Lake Michigan, with views of Pilot, Plum and Washington islands. The best spot in the house is an open loft, where there’s a bird’s-eye view of the trees. Also on property is an outdoor fire pit and indoor fireplace, to keep things cozy.

Tell us who you’d pick to be a Betty this year!

Little Lake House
FOND DU LAC | $219+ PER NIGHT (3-NIGHT MINIMUM) | UP TO 4 GUESTS
Hugging the Lake Winnebago shoreline, just steps from the water, this cabin takes a design detour from log homes into a crisp-white exterior with black trim. Relax outside around the fire pit (positioned even closer to the water) or grilling on the two patios (one is covered, in case of rain). Warm up after a hike, while reading or playing board games, in front of the indoor fireplace.

Hot Tub and Sauna on Five Acres
CASCADE | $342+ PER NIGHT (2-NIGHT MINIMUM) | UP TO 4 GUESTS
This ultra-modern cabin is set on five blissful private acres near the Kettle Moraine State Forest Northern Unit and its many hiking trails and scenic drives that are spectacular in fall, as well as SoLu Winery’s tasting room for a quick night out. It features posh amenities, such as the free-standing sauna in its own little building overlooking a meadow, and a loft-style bedroom in the main house so you truly feel tucked into the woods. That bedroom is stocked with a record player and a stack of vinyl, too. There’s also an outdoor fire pit.

Lakeside Loft, Roof Deck + Sauna
PHELPS | $257+ PER NIGHT | UP TO 4 GUESTS
Designed by award-winning Minnesota architect David Salmela, this Scandi-style, open-concept cabin’s best perk is the rooftop deck, flaunting an amazing 360-degree view of the treeline and adjacent Manuel Lake. From here, you can better experience the foliage or do some stargazing after dark. This cabin rental also includes access to kayaks and canoes.

Driftless Cabin – Sauna, Firepit, BBQ
DeSOTO | $212+ PER NIGHT (2-NIGHT MINIMUM) | UP TO 6 GUESTS
With its-all black modern exterior and knotty-pine walls inside, this is a design-oriented cabin just a five-minute drive from the Mississippi River in the Driftless region. The dining area boasts three walls of windows for leaf peeping while sipping coffee or enjoying meals, or you can enjoy the view from the balcony. A detached sauna is an ideal spot to chill. For further relaxing outdoors, there’s a fire pit and hammock, plus a record player stocked with vinyl.
